Combination of Polyethylenimine and Vanillin-Based Benzoxazine as a Straightforward Self-Healable System with Excellent Film-Forming Ability

Sevinc Gulyuz, Baris Kiskan*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

3 Citations (Scopus)

Abstract

This study introduces a straightforward and efficient route for synthesizing self-healable polybenzoxazine networks by utilizing dynamic imine bond exchanges under mild conditions. The process involves combining polyethylenimines with aldehyde-functional bisbenzoxazine, which was produced from vanillin, using a Sc(OTf)3 catalyst and subjecting them to moderate heating at 150 °C. Remarkably, the resulting polybenzoxazine films exhibit good self-healing capabilities at low temperatures and pressures, without requiring any additional additives to facilitate the healing process. The degree of recovery was assessed through tensile tests, while rheologic measurements were utilized to analyze stress relaxation and activation energy of dynamic bonding, providing insights into the self-healing process. Additionally, comprehensive spectral characterizations and investigations of thermal behaviors were conducted to gain a deeper understanding of the material’s properties and performance. Moreover, the polybenzoxazine networks demonstrated enhanced hydrolysis stability compared to conventional imine-based systems, benefiting from the specific Mannich linkages and inherent hydrophobic nature of polybenzoxazines.

Original languageEnglish
Pages (from-to)2078-2089
Number of pages12
JournalMacromolecules
Volume57
Issue number5
DOIs
Publication statusPublished - 12 Mar 2024

Bibliographical note

Publisher Copyright:
© 2024 The Authors. Published by American Chemical Society.

Funding

The authors would like to thank Istanbul Technical University Research Fund (project no. TED-2021-43314) for financial support. One of the authors, S.G., would like to thank YOK for the 100/2000 Doctoral Scholarship. The authors thank Prof. Oguz Okay for tensile tests and Prof. Seniha Guner for rheology measurements. Istanbul Technical University Research Fund (Project no. TED-2021-43314).

FundersFunder number
Istanbul Technical University Research Fund
Istanbul Teknik ÜniversitesiTED-2021-43314

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